Solution-processable n-type and ambipolar semiconductors based on a fused cyclopentadithiophenebis(dicyanovinylene) core

被引:23
作者
Shi, Xueliang [1 ]
Chang, Jingjing [1 ]
Chi, Chunyan [1 ]
机构
[1] Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore
关键词
FIELD-EFFECT TRANSISTORS; THIN-FILM TRANSISTORS; HIGH-ELECTRON-MOBILITY; HIGH-PERFORMANCE; CHANNEL; TRANSPORT; DIIMIDES; NITROGEN; AFFINITY;
D O I
10.1039/c3cc43680b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Two fused cyclopentadithiophenebis(dicyanovinylene) derivatives (FCPDT-16 and FCPDT-C24) with a low-lying LUMO energy level (-3.88 eV) and a rigid core structure were successfully synthesized. They have good thermal stability and form highly ordered packing structures both in the bulk solid state and in thin films. The field effect transistors fabricated from a solution of these two compounds showed ambipolar behaviour with major n-channel operation. FCPDT-C16 exhibited electron mobility up to 0.16 cm(2) V-1 s(-1).
引用
收藏
页码:7135 / 7137
页数:3
相关论文
共 33 条
[1]   n-Type organic field-effect transistors with very high electron mobility based on thiazole oligomers with trifluoromethylphenyl groups [J].
Ando, S ;
Murakami, R ;
Nishida, J ;
Tada, H ;
Inoue, Y ;
Tokito, S ;
Yamashita, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (43) :14996-14997
[2]   New air-stable n-channel organic thin film transistors [J].
Bao, ZA ;
Lovinger, AJ ;
Brown, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (01) :207-208
[3]   Tetrathiafulvalenes, oligoacenenes, and their buckminsterfullerene derivatives: The brick and mortar of organic electronics [J].
Bendikov, M ;
Wudl, F ;
Perepichka, DF .
CHEMICAL REVIEWS, 2004, 104 (11) :4891-4945
[4]   Stepwise Cyanation of Naphthalene Diimide for n-Channel Field-Effect Transistors [J].
Chang, Jingjing ;
Ye, Qun ;
Huang, Kuo-Wei ;
Zhang, Jie ;
Chen, Zhi-Kuan ;
Wu, Jishan ;
Chi, Chunyan .
ORGANIC LETTERS, 2012, 14 (12) :2964-2967
[5]   High electron mobility and ambipolar transport in organic thin-film transistors based on a π-stacking quinoidal terthiophene [J].
Chesterfield, RJ ;
Newman, CR ;
Pappenfus, TM ;
Ewbank, PC ;
Haukaas, MH ;
Mann, KR ;
Miller, LL ;
Frisbie, CD .
ADVANCED MATERIALS, 2003, 15 (15) :1278-+
[6]   High performance organic semiconductors for field-effect transistors [J].
Dong, Huanli ;
Wang, Chengliang ;
Hu, Wenping .
CHEMICAL COMMUNICATIONS, 2010, 46 (29) :5211-5222
[7]   Synthesis and self-organization of α,ω-substituted oligothiophenes with long, branched alkyl substituents [J].
Ellinger, Stefan ;
Ziener, Ulrich ;
Thewalt, Ulf ;
Landfester, Katharina ;
Moeller, Martin .
CHEMISTRY OF MATERIALS, 2007, 19 (05) :1070-1075
[8]   Core-Expanded Naphthalene Diimides Fused with 2-(1,3-Dithiol-2-Ylidene)Malonitrile Groups for High-Performance, Ambient-Stable, Solution-Processed n-Channel Organic Thin Film Transistors [J].
Gao, Xike ;
Di, Chong-an ;
Hu, Yunbin ;
Yang, Xiaodi ;
Fan, Hongyu ;
Zhang, Feng ;
Liu, Yunqi ;
Li, Hongxiang ;
Zhu, Daoben .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (11) :3697-+
[9]   Relationship between molecular structure and electrical performance of oligothiophene organic thin film transistors [J].
Halik, M ;
Klauk, H ;
Zschieschang, U ;
Schmid, G ;
Ponomarenko, S ;
Kirchmeyer, S ;
Weber, W .
ADVANCED MATERIALS, 2003, 15 (11) :917-+
[10]   Solution-processible n-channel organic field-effect transistors based on dicyanomethylene-substituted terthienoquinoid derivative [J].
Handa, Sayuri ;
Miyazaki, Eigo ;
Takimiya, Kazuo ;
Kunugi, Yoshihito .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (38) :11684-+